Anti-corrosion compositions



Unite ANTI-CORROSION COMPOSITIONS Jean Suprin, Notre-Dame-de Gravenchon,and- Francis Soldano, Les Aygalades-Mars'eille, France, assig'n'o'rs toEsso StandardSdcieteAnonyme-Francaise, Paris, France, a body corporateNo Drawing. Filed Jan.;18,-,19 6, s'r. No.-ss9,793- Claims priority,application France Mar; 19;. "1955' 2 Claims; 01. 252*334 The presentinvention relates to-corrosioninhibiting States Patent 4 gines, or afterbeing burnt off metal surfaces during annealing or other"operations. V Va H The present invention therefore comprises anti-corrosioncompositions comprising a hydrocarbon oil and a minor proportion of thereaction product of a cgcgjraa' acid and ethylene diamifne or diethylenetriamine;

compositions, and particularlyv relates to compositions;

comprising hydrocarbon oils and minor proportions of the reactionproducts of C -C fatty acids and ethylene diamine or diethylenetriamine. v

The additive compounds used in the compositions of the present inventionare obtained by reaction between fatty acids and dior tri-alkyl amines.

Thus a reaction between oleic acid and ethylene diamine is carried outat temperaturesof about 140 -'-160 C-. to obtain oleylamidoethylamineasrepresented-bythe equation:

which may in turn be dehydrated to form dioleylamidoiethane,C17H33.CO;NH.C2HLNH.CO.C17H33. V

In preparing the above types of compounds any saturated or unsaturated C-C fatty acid may be used, which may contain one or more hydroxylgroups. The preferred fatty acids include lauric, palmitic, stearic,oleic, linoleic, ricinoleic, oleomargic, erucic, behenic arachidic 0rlignoceric acids.

Corresponding compounds may be prepared using diethylene tri-amine. Theadditive compounds obtained from reaction between the fatty acid anddior tri-ethylamines may be incorporated in hydrocarbon oils in amountsbetween 0.01% and 10% by weight based on the total composition.

The hydrocarbon oils in which the additive compounds are incorporatedmay be any hydrocarbon, e.g. a petroleum fraction, in which they aresoluble. They are preferably mineral lubricating oils, which may be usedto prevent the rusting of inaccessible systems, or to prevent therusting of metal parts during processing or storage. Compositions of thepresent invention comprising lubricating oils may advantageously beemployed in equipment which requires lubrication in addition toprotection from corrosion, such as in circulating oil and hydraulicsystems, bearings, instruments or internal combustion englues.

In another type of application the corrosion inhibiting compounds of thepresent invention may be incorporated in volatile solvent-typehydrocarbons such as gasolines, kerosines, white-spirits, or gas-oils.Such compositions generally contain also a film-forming material such aswax, resin, or petrolatum. When such compositions are applied to a metalsurface, the volatile solvent evaporates in a short time, and leaves athin film which inhibit rusting of the metal.

A particular advantage of the compositions of the present invention isthat they are ashless, e.g. do not form metallic deposits, when used ininternal combustion enwith the compositions under test, wand stabilized;for 16; hours in a box under-ambient conditions; The covered plateswere thentransfer-redto a-humidity cabinet, where;

Having now described the invention in'broad terms;

reference'may be'made'tothe'followingiexample.

i EXAMPLEJ steel covered with anti-rust compositions' according to' theinvention. Two compositions were used in this series of'test, both beingbased-;onnaphthenic mineral :oilof viscosity 155 cs.--at- F; Sampleliconsisted.of the; base oilcontaining.- 5% ob dioleylamido ethane and;

ase. oil, containing.-.- 5 of sample fil consisted of the boleylamidoethylamine oleate. p 1 H 1 The steelplateswere cleaned bysandblasting:v covered they were spaced apart inan, upright'position andex posed'to continual-condensation of awater vapour. at at.temperatureof 100 F. Theeificacypf-the -anti-rus t compositions wastaken as the 'minimurntlm6 lIljhOl1lS taken-by aplate to show the firstsigns of rust...

The resultsof this test are shown in Table I the test samples arecompared with the--straight base oil.

Table If" Anti-rust liquid ffo'z; rust to g V appear V r hours Base 011Sample I (Base oil +5% dioleyltunido ethane) a. 1, 700 Sample II (Baseoil +5% oleylamide ethylamine oleate) 1, 300

It will be seen from the test results shown in Table I that compositionsof the present invention were very effective in delaying the onset ofrust on steel plates, compared with straight mineral oil.

A further aspect of the present invention is that a welldefinedanti-corrosive synergistic effect is obtained when the additivecompounds of the present invention are incorporated in hydrocarbon oilstogether with minor proportions of oil-soluble naphthenates orsulphonates of alkaline or alkaline-earth metals. The preferredsulphonates are those with a molecular Weight between 300 and 600, andmay conveniently be derived from petro; leum mahogany acids, or fromother sources, cg. from the polypropyl benzene hydrocarbons obtained asa heavy alkylate during the manufacture of dodecyl hen-"l zene. Thus iffrom 0.01% to 5%, preferably 0.1% to 3% of the said sulphonates ornaphthenates are incorporated in the said hydrocarbon oils, much loss ofthe fatty acid/amine reaction products are required to give efiectiveanti-corrosion properties. Thus from 0.01% to 3% of the additive productmay be sufficient. This effect is illustrated by Example II below.

EXAMPLE I-r weight 500, and various proportions, usually 0.8% of fattyacid/ amine reaction products according to the present invention wereused to cover bright steel plates as in Example I, and afterstabilization for 16 hours were placed in a humidity cabinet, where thecorrosion evalua t d a. 1-, was

- Tests werecarried out-on; plates of hot-"roll'ed bright tion of thevarious compositions evaluated as before. The results are shown in Table11 below.

2. An anti-corrosion composition consisting of a naphthenic mineral oilhaving a viscosity of about 155 cs. at

Table II ANTI-RUST COMPOSITION Control III IV V VI VII VIII IX X MineralBase Oil, percent 97. 7 97. 1 97. 1 97. 1 97. 1 97. 1 97. 1 97. 1 97.1Sod. sulphonate (MW 500). 2.3 2. l 2. l 2. 1 2.1 2.1 2. 1 2. 1 2. 1Oleylamidoethylamine-- 0. 8 Stearylamidoethyl m e- 0. 8Laurylamidoethylaminm- 0. 8 Ricinoleylethylamine. 0. 8 Dloleylamidoethane. 0. 8 Oleyl-2 imidazole Ethylene diamtue dioleate Time taken forrust to appear (hours) 90 1, 580 1, 200 850 600 1, 580

It will be noted from the results shown in Table II, that much less ofthe fatty acid/ amine reaction product is required to endowanti-corrosion properties when incorporated in hydrocarbon oils withsulphonates, than when the products are contained in the oils alone.

It is to be understood that in addition to the rustinhibitor additivesof the present invention there may be added to the hydrocarbon oil basestocks other agents such as dyes, pour depressors, heat thickened fattyoils, sulphurised fatty oils, organo metallic compounds, metallic orother soaps, sludge dispersants, anti-oxidants, thickeners, viscosityindex improvers, other corrosion inhibitors, oiliness agents, resins,olefin polymers, or volatalized fatty oils, fats, mineral oils, waxes,graphite or zinc oxide.

What we claim is:

1. An anti-corrosion composition comprising: a major amount of ahydrocarbon oil; 0.1 to 3 wt. percent of an alkali metal petroleumsulfonate having a molecular weight in the range of 300 to 600; and 0.01to 3 wt. percent of the dehydrated amide reaction product of 2 moles ofa C C- fatty acid and one mole of ethylene diam e,

Re. 23,227 Blair et a1. May 9, 1950 2,481,585 Freeman Sept. 13, 19492,493,483 Francis et al. Jan. 3, 1950 2,598,213 Blair et al. May 27,1952 2,640,029 Blair et a1. May 26, 1953 2,646,399 Hughes July 21,1953.2,720,490 Oxford Oct. 11, 1955 2,763,614 Cantrell et al Sept. 18, 19562,791,495 Rudel et a1. H. May 7, 1957. 2,798,045 Buck et a1. July 2,1957] 2,828,259 Wirtel et al. Mar. 25, 1958 2,882,227 Lindberg Apr. 14,1959 2,888,399 Wirtel et a1 May 26, 1959 F., about 2.1 wt. percent of asodium petroleum sulfonate having an average molecular weight of about500, and about 0.8 wt. percent dioleylamidoethane. 7

References Cited in the file of this patent UNITED STATES PATENTSGunderson et a1 Sept. 1, 1959

1. AN ANTI-CORROSION COMPOSITION COMPRISING: A MAJOR AMOUNT OF AHYDROCARBON OIL, 0.1 TO 3 WT. PERCENT OF AN ALKALI METAL PETROLEUMSULFONATE HAVING A MOLECULAR WEIGHT IN THE RANGE OF 300 TO 600, AND 0.01TO 3 WT. PERCENT OF THE DEHYDRATED AMIDE REACTION PRODUCT OF 2 MOLES OFA C8-C24 FATTY ACID AND ONE MOLE OF ETHYLENE DIAMINE.